CN109535438A - Polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium and synthetic method - Google Patents

Polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium and synthetic method Download PDF

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Publication number
CN109535438A
CN109535438A CN201811649871.0A CN201811649871A CN109535438A CN 109535438 A CN109535438 A CN 109535438A CN 201811649871 A CN201811649871 A CN 201811649871A CN 109535438 A CN109535438 A CN 109535438A
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China
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pure
bis
amino
follows
sulfonic acid
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张淑华
张少美
孙全春
陈松
邓庆松
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Guilin University of Technology
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Guilin University of Technology
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/46—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
    • C08G83/008—Supramolecular polymers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a kind of polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium and synthetic methods.[Ce(L)(H2O)2]nMonomer molecule formula are as follows: C22H20CeNO9S, molecular weight are as follows: 614.57, H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid, and DMF is to analyze pure n,N-Dimethylformamide.Pure H will be analyzed3L is dissolved in DMF solution and methanol solution, and triethylamine solution is added dropwise and adjusts pH after 6-7, to add the pure six nitric hydrates cerium of analysis, is placed in polytetrafluoroethylene (PTFE) autoclave, is placed in 120oC baking oven takes out after three days, is cooled to room temperature, and opens autoclave, transparent web crystal i.e. [Ce (L) (H is arranged at bottom2O)2]n.Present invention process is simple, low in cost, chemical constituent is easily controllable, reproducible and yield is high.

Description

Polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium and synthetic method
Technical field
It is [[Ce (L) the present invention relates to a kind of polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium (H2O)2]n(H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid) and synthetic method.
Background technique
Coordination polymer (coordination polymer) is a nearly more than ten years Coordinative Chemistry direction with fastest developing speed, It is one and is related to the multi-disciplinary brand-new research topic such as inorganic chemistry, organic chemistry and Coordinative Chemistry.Have inorganic material concurrently The flexible characteristic of rigidity and organic material, makes it show huge development potentiality and tempting hair in terms of modern material research Exhibition prospect.
Summary of the invention
It is poly- the object of the invention is to be constructed for 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid of design synthesis Object is closed, solvent structure [Ce (L) (H is utilized2O)2]n。
[Ce (L) (H of the present invention2O)2]nMonomer molecule formula are as follows: C22H20CeNO9S, molecular weight are as follows: 614.57, H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid.Crystal structural data is shown in Table one, bond distance's bond angle data It is shown in Table two.
One, of table [Ce (L) (H2O)2]nCrystallographic parameter
Two, of table [Ce (L) (H2O)2]nPart bond distanceWith bond angle (°)
Described [Ce (L) (H2O)2]nSynthetic method specific steps are as follows:
0.088g is analyzed into pure H3L is dissolved in 6mL and analyzes pure N,N-dimethylformamide (DMF) solution and the pure first of 4mL analysis In the mixed solution of alcohol, the pure triethylamine solution of analysis is added dropwise and adjusts pH after 6-7, to add pure six hydration of 0.087g analysis Cerous nitrate is placed in polytetrafluoroethylene (PTFE) autoclave, is placed in 120 DEG C of baking ovens and is taken out after three days, is cooled to room temperature, and is opened high Reaction kettle is pressed, transparent web crystal i.e. [Ce (L) (H is arranged at bottom2O)2]n.[Ce (L) (H is measured by single crystal diffractometer2O)2]n's Structure, crystal structural data are shown in Table one, and bond distance's bond angle data are shown in Table two.
The present invention has many advantages, such as that simple process, low in cost, chemical constituent is easily controllable, reproducible and yield is high.
Detailed description of the invention
Fig. 1 is the present invention [Ce (L) (H2O)2]nThe structure of 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid used is shown It is intended to.
Fig. 2 is the present invention [Ce (L) (H2O)2]nMonomer structure schematic diagram.
Fig. 3 is the present invention [Ce (L) (H2O)2]nMetallic atom coordination configuration figure.
[Ce (L) (H known to monomer figure2O)2]nMonomer molecule formula are as follows: C22H20CeNO9S, by a Ce3+Ion, one A H3The H symmetrically to come in L ligand and space3Oxygen atom that carboxyl on L ligand and sulfonic group provide participates in being coordinated.Fig. 3 The coordination environment of one metal ion is described, wherein Ce1 is the dodecahedron configuration of eight-coordinate.Ce1 with come from H3L ligand On carboxyl provided by two oxygen atoms and two end-point water provided by four oxygen atom sulfonic groups be coordinated to be formed The dodecahedron configuration of an eight-coordinate of CeO8.
Fig. 4 is the present invention [Ce (L) (H2O)2]nThree-dimensional accumulation schematic diagram.
Specific embodiment
Embodiment 1:
[Ce (L) (H of the present invention2O)2]nMonomer molecule formula are as follows: C22H20CeNO9S, molecular weight are as follows: 614.57, H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid.Crystal structural data is shown in Table one, bond distance's bond angle data It is shown in Table two.
Described [Ce (L) (H2O)2]nSynthetic method specific steps are as follows:
0.088g is analyzed into pure H3L is dissolved in that 6mL analyzes pure DMF solution and 4mL is analyzed in the mixed solution of pure methanol, dropwise It is added and analyzes pure triethylamine solution adjusting pH after 6-7, to add the pure six nitric hydrates cerium of 0.087g analysis, be placed in polytetrafluoroethyl-ne It in alkene autoclave, is placed in 120 DEG C of baking ovens and is taken out after three days, is cooled to room temperature, open autoclave, bottom has transparent Web crystal is [Ce (L) (H2O)2]n.[Ce (L) (H is measured by single crystal diffractometer2O)2]nStructure, crystal structural data is shown in Table one, bond distance's bond angle data are shown in Table two.
Embodiment 2:
[Ce (L) (H of the present invention2O)2]nMonomer molecule formula are as follows: C22H20CeNO9S, molecular weight are as follows: 614.57, H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid.Crystal structural data is shown in Table one, bond distance's bond angle data It is shown in Table two.
Described [Ce (L) (H2O)2]nSynthetic method specific steps are as follows:
0.088g is analyzed into pure H3L is dissolved in that 6mL analyzes pure DMF solution and 4mL is analyzed in the mixed solution of pure methanol, dropwise It is added and analyzes pure triethylamine solution adjusting pH after 6-7, to add the pure six nitric hydrates cerium of 0.087g analysis, be placed in polytetrafluoroethyl-ne It in alkene autoclave, is placed in 120 DEG C of baking ovens and is taken out after three days, is cooled to room temperature, open autoclave, bottom has transparent Web crystal is [Ce (L) (H2O)2]n.[Ce (L) (H is measured by single crystal diffractometer2O)2]nStructure, crystal structural data is shown in Table one, bond distance's bond angle data are shown in Table two.

Claims (1)

1. a kind of polymer [Ce (L) (H2O)2]nAnd synthetic method, it is characterised in that [Ce (L) (H2O)2]nMonomer molecule formula Are as follows: C22H20CeNO9S, molecular weight are as follows: 614.57, H3L is to analyze pure 4- (bis- (4- carboxybenzyl) amino of N, N ' -) benzene sulfonic acid；It is brilliant Body structured data is shown in Table one, and bond distance's bond angle data are shown in Table two；
One, of table [Ce (L) (H2O)2]nCrystallographic parameter
Two, of table [Ce (L) (H2O)2]nPart bond distanceWith bond angle (°)
Described [Ce (L) (H2O)2]nSynthetic method specific steps are as follows:
0.088g is analyzed into pure H3L be dissolved in 6mL analyze pure N,N-dimethylformamide solution and 4mL analyze pure methanol mixing it is molten In liquid, the pure triethylamine solution of analysis is added dropwise and adjusts pH after 6-7, to add the pure six nitric hydrates cerium of 0.087g analysis, sets It in polytetrafluoroethylene (PTFE) autoclave, is placed in 120 DEG C of baking ovens and is taken out after three days, is cooled to room temperature, open autoclave, Transparent web crystal i.e. [Ce (L) (H is arranged at bottom2O)2]n。
CN201811649871.0A 2018-12-31 2018-12-31 Polymer 4- (bis- (4- carboxyl phenyl) amino of N, N ' -) benzene sulfonic acid cerium and synthetic method Withdrawn CN109535438A (en)

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Application publication date: 20190329